14610-11-8

Basic information

• Product Name: 1H-Benzimidazole,2-(ethylthio)-(9CI)
• Synonyms: 1H-Benzimidazole,2-(ethylthio)-(9CI);2-ETHYLSULFANYL-1H-BENZOIMIDAZOLE;2-(Ethylthio)-1H-benzimidazole;Bemithyl;1H-BenziMidazole, 2-(ethylthio)-;2-ethylsulfanyl-1H-benzimidazole
• CAS NO: 14610-11-8
• Molecular Formula: C₉H₁₀N₂S
• Molecular Weight: 178.258
• Product Categories: BENZIMIDAZOLE
• Mol File: 14610-11-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 176 °C
• Boiling Point: 352.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Methanol (Slightly)
• PKA: 10.81±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,2-(ethylthio)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-(ethylthio)-(9CI)(14610-11-8)
• EPA Substance Registry System: 1H-Benzimidazole,2-(ethylthio)-(9CI)(14610-11-8)

Safety Data

• Hazardous Substances Data: 14610-11-8(Hazardous Substances Data)

Usage

Uses

2-(Ethylthio)-1H-benzimidazole is the active substance or the active ingredient in the synthesis of the drug Metaprot. Performs a transplacental function: daily administration of bemithyl (20 mg/kg) from 6 th to 16 th day of pregnancy in female rats led to the decrease in fetal death after the implantation and increased fetal body weight.

Upstream product

• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 75-03-6 ethyl iodide 
• 64-17-5 ethanol 
• 134469-07-1 Benzimidazol-2-thiol 
• 74-96-4 ethyl bromide 
• 6268-88-8 1-(morpholinomethyl)-2,3-dihydro-1H-benzo[d]imidazole-2-thione 
• 623-81-4 diethyl sulphite 
• 23593-22-8 2-{[(pyridin-2-yl)methyl]thio}-1H-benzimidazole 
• 57237-97-5 timoprazole 
• 75-08-1 ethanethiol 

Relevant articles and documents

Synthesis of novel amides with antiradical capacity from 2-mercaptobenzimidazole and cinnamic acids: Evaluation through donor-acceptor maps and QSAR

The structures of thioethers I-III and the new amidic compounds 1(a-f)-3(a-f) derived from 2-mercaptobenzimidazole (MBZ) and cinnamic acids were confirmed by NMR and elemental analysis. Antioxidant activity was evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH●) radical scavenging assay and 2,2-azinobis (3-ethyl benzothiazoline-6-sulfonic acid) ABTS●+ radical cation decolorization method. Besides, donor-acceptor maps (DAM) and electrophilicity were calculated using DFT/B3LYP method with a 6-311G(d,p) basis set. MBZ, I-III and (1a-3a) compounds showed higher activity in vitro antioxidant assays, confirming with in silico studies that they are the best candidates. The findings found in antiradical activity suggest that these compounds could be promising in the development of new antitumor and antimicrobial agents. QSAR Molecular properties and topological descriptors of the synthesized compounds 1(a-f)-3(a-f) were calculated. The QSAR model indicates that the size and molecular shape are relevant for the antiradical activity for this family of compounds.

Alkylation and Aminomethylation of 1,3-Dihydro-2H-Benzimidazole-2-Thione

Alkylation of 1,3-dihydro-2H-benzimidazole-2-thione (2-mercaptobenzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2H-benzimidazole-2-thione with piperidine and 4-methylpiperidine gives reaction products at both nitrogen atoms, while reaction with morpholine gives derivative at only one nitrogen atom, which is in an equilibrium with the starting compound and bis-adduct in DMSO solution.

Synthesis of 2-mercaptobenzothiazole and of 2-mercaptobenzemidazole derivatives using polymer-supported anions

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